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$193+ Cheap flights from Caribbean Islands to Oregon

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PDX
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Oregon

Keep the following information in mind while searching for Caribbean Islands to Oregon flight deals. Data was last updated July 31, 2025.

Round-trip from

$373
(Mytrip)

One-way from

$193
(Delta)
From Caribbean Islands to Oregon
Search Deals
One-way flight from Caribbean Islands to Oregon
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Find flight deals from Caribbean Islands to Oregon

Cheapest flights from Caribbean Islands to Oregon
Explore the most affordable flight options available from Caribbean Islands to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This Mytrip deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/213:19 pmSJU - PDX
3 stops30h 45mSpirit Airlines
Fri 10/248:04 pmPDX - SJU
3 stops26h 39mSpirit Airlines
Deal found 7/30$373
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/117:15 amSJU - PDX
2 stops15h 03mDelta
Tue 10/145:50 pmPDX - SJU
2 stops15h 10mDelta
Deal found 7/29$399
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/217:00 amSJU - PDX
2 stops15h 43mAmerican Airlines
Fri 10/2411:58 pmPDX - SJU
1 stop11h 10mAmerican Airlines
Deal found 7/30$407
This Mytrip deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/213:19 pmSJU - PDX
3 stops30h 45mMultiple Airlines
Fri 10/246:22 pmPDX - SJU
1 stop17h 49mMultiple Airlines
Deal found 7/30$414
This American Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/106:10 amSJU - BOI
2 stops18h 44mAmerican Airlines
Sun 9/147:00 amBOI - SJU
2 stops14h 37mAmerican Airlines
Deal found 7/31$463
This United Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/191:05 amSJU - PDX
2 stops17h 00mUnited Airlines
Fri 10/33:50 pmPDX - SJU
2 stops17h 10mUnited Airlines
Deal found 7/29$489
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/295:50 amSJU - PDX
1 stop13h 10mSouthwest
Mon 9/19:05 pmPDX - SJU
1 stop12h 40mSouthwest
Deal found 7/31$510
This Mytrip deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/142:50 pmMBJ - PDX
3 stops30h 33mMultiple Airlines
Sun 9/2112:07 pmPDX - MBJ
3 stops20h 58mMultiple Airlines
Deal found 7/30$575
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/143:36 pmMBJ - PDX
2 stops20h 01mAmerican Airlines
Sun 9/219:56 pmPDX - MBJ
2 stops12h 09mAmerican Airlines
Deal found 7/30$596
This Mytrip deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1212:08 pmKIN - PDX
3 stops32h 56mMultiple Airlines
Fri 9/198:04 pmPDX - KIN
3 stops22h 01mMultiple Airlines
Deal found 7/29$639
This Air Canada deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/91:45 pmKIN - PDX
2 stops27h 01mAir Canada
Tue 9/163:25 pmPDX - KIN
2 stops19h 10mAir Canada
Deal found 7/29$640
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/129:00 amKIN - PDX
1 stop14h 47mDelta
Fri 9/1910:50 pmPDX - KIN
2 stops19h 10mDelta
Deal found 7/29$646

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands to Oregon that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Caribbean Islands to Oregon that are best for you.

Fly from

Caribbean Islands

Fly to

Oregon

Route

Depart

Return

Price

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 10/21

3:19 pm-7:04 pm

3 stops30h 45m

Portland

Fri 10/24

8:04 pm-1:43 am

3 stops26h 39m

$373

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Sat 10/11

7:15 am-7:18 pm

2 stops15h 03m

Portland

Tue 10/14

5:50 pm-12:00 pm

2 stops15h 10m

$399

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 10/21

7:00 am-7:43 pm

2 stops15h 43m

Portland

Fri 10/24

11:58 pm-2:08 pm

1 stop11h 10m

$407

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 10/21

3:19 pm-7:04 pm

3 stops30h 45m

Portland

Fri 10/24

6:22 pm-3:11 pm

1 stop17h 49m

$414

San JuanBoise

SJU - BOI

SJUBOI

San Juan Luis Munoz Marin Intl

Wed 9/10

6:10 am-10:54 pm

2 stops18h 44m

Boise Air Term. Gowen Fld

Sun 9/14

7:00 am-11:37 pm

2 stops14h 37m

$463

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Fri 9/19

1:05 am-3:05 pm

2 stops17h 00m

Portland

Fri 10/3

3:50 pm-12:00 pm

2 stops17h 10m

$489

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Fri 8/29

5:50 am-4:00 pm

1 stop13h 10m

Portland

Mon 9/1

9:05 pm-12:45 pm

1 stop12h 40m

$510

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Sun 9/14

2:50 pm-7:23 pm

3 stops30h 33m

Portland

Sun 9/21

12:07 pm-11:05 am

3 stops20h 58m

$575

Montego BayPortland

MBJ - PDX

MBJPDX

Montego Bay Sangster Intl

Sun 9/14

3:36 pm-9:37 am

2 stops20h 01m

Portland

Sun 9/21

9:56 pm-12:05 pm

2 stops12h 09m

$596

KingstonPortland

KIN - PDX

KINPDX

Kingston Norman Manley

Fri 9/12

12:08 pm-7:04 pm

3 stops32h 56m

Portland

Fri 9/19

8:04 pm-8:05 pm

3 stops22h 01m

$639

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 41 results
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Best time to book a flight from Caribbean Islands to Oregon

Have a flexible travel schedule? Discover the best time to fly to Oregon from Caribbean Islands with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Caribbean Islands to Oregon

What is the cheapest month to book a flight from Caribbean Islands to Oregon?

Currently, November is the cheapest month in which you can book a flight from Caribbean Islands to Oregon (average of $277). Flying from Caribbean Islands to Oregon in March is currently the most expensive (average of $368). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from EPX to OR?

Find hourly flight availability from Caribbean Islands to Oregon. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 31, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Caribbean Islands to Oregon as you normally would.

Reviews of airlines servicing Oregon

Get insights into the airlines that provide service to Oregon. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Oregon. Reviews last updated July 31, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest, and Delta from Caribbean Islands to Oregon. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
Southwest
8.0
Very good
4,246 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
Delta
8.0
Very good
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
United Airlines
7.4
Good
8,900 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands to Oregon. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Caribbean Islands to Oregon one-way?

    The cheapest airlines for a one-way flight from Caribbean Islands to Oregon are Delta ($193), American Airlines ($200), and Southwest ($206).

  • Can I find deals for flights from Caribbean Islands to Oregon that include hotel bookings?

    Yes. In addition to deals on Caribbean Islands to Oregon flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean Islands to Oregon?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean Islands to Oregon.

  • Can I find deals for business class flights from Caribbean Islands to Oregon?

    Yes. Cheapflights offers flight deals from Caribbean Islands to Oregon by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Caribbean Islands to Oregon?

    Currently, November is the cheapest month in which you can book a flight from Caribbean Islands to Oregon (average of $277). Flying from Caribbean Islands to Oregon in March is currently the most expensive (average of $368). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Caribbean Islands to Oregon

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Top 5 airlines flying from Caribbean Islands to Oregon

Discover the top 5 airlines that operate flights from Caribbean Islands to Oregon. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$232Average$394FlexibilityNo cancel feeOn-time62%
DeltaCheapest$290Average$516FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$348Average$586FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$406Average$632FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$424Average$565FlexibilityNo cancel feeOn-time63%

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